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Novel quercetin glucosides from Helminthostachys zeylanica root and acceleratory activity of melanin biosynthesis

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Abstract

Two novel quercetin glucosides, namely 4′-O-β-d-glucopyranosyl-quercetin-3-O-β-d-glucopyranosyl-(1→4)-β-d-glucopyranoside (compound 1) and 4′-O-β-d-glucopyranosyl-(1→2)-β-d-glucopyranosyl-quercetin-3-O-β-d-glucopyranosyl-(1→4)-β-d-glucopyranoside (compound 2), were isolated from Helminthostachys zeylanica root 50 % EtOH extract. Structural analysis of isolated compounds was achieved mainly by 600 MHz and 800 MHz NMR, UPLC–TOFMS and GC–MS. Of the two quercetin glucosides, compound 1 showed a high melanogenic acceleratory effect, 2.7 times higher than control, at 10 μM concentration in murine B16 melanoma cells, with no cytotoxic effect.

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Authors and Affiliations

  1. Faculty of Applied Biological Science, Gifu University, 1-1 Yanagido, Gifu, 501-1193, Japan

    Kosei Yamauchi & Tohru Mitsunaga

  2. Department of Chemistry, Faculty of Mathematics and Natural Sciences, Biopharmaca Research Center, Bogor Agricultural University, Jl. Taman Kencana No. 3, Kampus IPB, Taman Kencana, Bogor, 16151, Indonesia

    Irmanida Batubara

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  1. Kosei Yamauchi
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  2. Tohru Mitsunaga
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  3. Irmanida Batubara
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Correspondence to Tohru Mitsunaga.

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Yamauchi, K., Mitsunaga, T. & Batubara, I. Novel quercetin glucosides from Helminthostachys zeylanica root and acceleratory activity of melanin biosynthesis. J Nat Med 67, 369–374 (2013). https://doi.org/10.1007/s11418-012-0672-9

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  • DOI: https://doi.org/10.1007/s11418-012-0672-9

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